dating fails

38-year-old 5'4 single dude complains about seeing women in their 30s and 40s on dating apps who want to settle down and have kids: 'It's painfully hilarious. And quite sad.'

Emmy Pratt

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Girlfriend draws the line after she finds out her boyfriend’s rich family labeled her a gold digger behind her back and thinks she’s only after their money: ‘His mom was talking about how I’m not the kind of girl they imagined for him’

Etai Eshet

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Girlfriend brings her 4-year-old son over to her boyfriend of 4 months' apartment every night, makes boyfriend sleep on the couch for a month straight: 'He’s been here every night for 2 weeks now'

Emmy Pratt

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Woman shuts down pushy gym regular after he repeatedly interrupts her workouts, making it clear she’s there for sport, not for social interaction: ‘Someone’s need for connection doesn’t override my need to have a good workout’

Etai Eshet

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Brother’s ex-girlfriend, Lisa, crashes family dinner uninvited, disrupting the evening and forcing the host to intervene and send her home: ‘She’d heard about the dinner from my cousin and decided to "drop by"’

Etai Eshet

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'I’m a private person and feel like my personal space was violated': Relationship on the rocks after girlfriend snoops through her man's phone, finds nothing, then demands he apologize for making her feel guilty

Emma Saven

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23-year-old breaks up with partner after they mock their feelings at a cousin’s wedding, deciding they deserve better than sarcasm and dismissal: ‘He smirked like it was nothing… I told him I was done. I packed my stuff, called a friend, and left.

Etai Eshet

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“She started to sob when I said I know what you did last summer”: 4-year-strong long-distance girlfriend Victoria bursts into tears when her college boyfriend reveals he saw her secret summer photos with another boy

Etai Eshet

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26-year-old independent woman refuses to date 39-year-old delivery driver who still lives with his parents, throws an emotional temper tantrum when she breaks up with him: 'He talks all the time about improving his life but takes no action'

Emmy Pratt

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‘I won $211,000 back’: Girlfriend drains man’s bank account, sells his $115K Cadillac, swipes belongings, and takes off to LA with another guy, forcing him to sue and win a massive settlement and sparking an international pursuit for her lover

Etai Eshet

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22-year-old dumps her 27-year-old boyfriend after funding his expensive Miami boys’ trip: ‘He’s tossing cash, flashing MY money like he’s Drake. He didn’t even mention me in any of it. No “thanks,” no check-in text’

Etai Eshet

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10+ Servers share the funniest dating mishaps they've witnessed: '[She] was actively on a dating app during the date!'

Ben Weiss

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‘Every time she got a text from her coworker she was smiling at her phone’: 26-year-old tries to keep his girlfriend’s emotional affair secret during family lakehouse vacation, but cracks when her dad notices and corners him to spill the truth

Etai Eshet

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24 Single Pringle Memes for 30-Somethings Still Searching for the One (May 22, 2025)

Ely Bulnes

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‘He has her Social Security Number, based on the tax info she has sent him’: Office friends team up to rescue their coworker from a too-good-to-be-true online boyfriend, hoping to pull off a reality check on the scam before she hands over her savings:

Etai Eshet

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Woman’s dreamy online boyfriend she’s never seen in person sets off her coworker’s catfish alarm as every story about his life in Europe multiplies red flags: ‘She’s convinced he’s going to come back and they will get married’

Etai Eshet

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